Middlebury Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Middlebury

Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd, Middlebury, IN
Fully refundableReserve now, pay when you stay
The price is ฿3,529 per night from 24 Aug to 25 Aug
฿3,529
฿3,952 total
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"The staff was great and the room clean! The beds were comfy! I love the shower but there was an issue with the drain plug not staying open leaving you standing in water. I reported the issue to the front desk clerk who apologized and said they were remodeling and would have it looked into. She was ..."

Reviewed on 10 Aug 2025

Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20, Middlebury, IN
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,007 reviews)
"Essenhout is a wonderful place to stay to relax. They are definitely a place we will return to."

Reviewed on 9 Aug 2025

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Essenhaus Inn & Conference Center
Travelodge by Wyndham Elkhart

Travelodge by Wyndham Elkhart

2 out of 5
115 Northpointe Blvd, Elkhart, IN
Fully refundableReserve now, pay when you stay
The price is ฿2,045 per night from 1 Sept to 2 Sept
฿2,045
฿2,290 total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"We were very impressed with the cleanliness of the whole building and particularly impressed with the bathroom. The front desk was very helpful in providing directions for places to eat."

Reviewed on 10 Aug 2025

Travelodge by Wyndham Elkhart
See all 532 properties in Middlebury
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Middlebury holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Middlebury costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Middlebury?
If you'd like to score a cheap Middlebury holiday package, consider planning a trip in January, February and November. You'll generally find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Middlebury?
The ideal length for your Middlebury holiday depends on what you'd like to see. Generally, a handful of days to a week will give you time to check out all the main sights and discover some hidden gems along the way.
How to find the best Middlebury package deals?
Use Expedia's handy filters to help you find some unbeatable Middlebury package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Middlebury package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Middlebury holiday as a package?
You can enjoy significant savings on your next Middlebury getaway by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Middlebury?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Middlebury getaway.
How to plan a trip to Middlebury?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Middlebury.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to activities and airfares. Your accommodation will likely be the largest expense during your trip to Middlebury.
  3. Decide how long to go for: Now that you know more about Middlebury, you can work out the ideal length of your break. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your airfare and accommodation: Once you've settled on your dates and duration, lock in the perfect Middlebury holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.